Record Information
Version1.0
Creation date2010-04-08 22:09:51 UTC
Update date2015-07-20 22:43:53 UTC
Primary IDFDB011843
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-(4-Hydroxyphenyl)-2-butanone
DescriptionIsol. from raspberries (Rubus idaeus), rhubarb (Rheum spp.), European cranberry (Vaccinium oxycoccus), blackberry, loganberry and redcurrants. Important flavour ingredient
CAS Number5471-51-2
Structure
Thumb
Synonyms
SynonymSource
(p-hydroxybenzyl)acetonebiospider
1-(4-Hydroxyphenyl)-3-butanonebiospider
1-(p-Hydroxyphenyl)-3-butanonebiospider
2-Butanone, 4-(4-hydroxyphenyl)-biospider
2-Butanone, 4-(p-hydroxyphenyl)-biospider
4-(3-Oxobutyl)phenolbiospider
4-(4-Hydroxyphenyl)butan-2-onebiospider
4-(p-Hydroxyphenyl)-2-butanonebiospider
4-Hydroxybenzylacetonebiospider
Betuligenolbiospider
FEMA 2588db_source
Frambinonedb_source
Hydroxyphenylbutanone, p-biospider
Oxyphenalonbiospider
P-hydroxybenzyl acetonebiospider
p-hydroxyphenylbutan-2-onebiospider
P-HydroxyphenylbutanoneHMDB
Rasberry ketonebiospider
Rasketonebiospider
Raspberry ketonedb_source
Rheosminbiospider
Rheosminedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.8 g/LALOGPS
logP2.08ALOGPS
logP2.08ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)9.51ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.5 m³·mol⁻¹ChemAxon
Polarizability18.02 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H12O2
IUPAC name4-(4-hydroxyphenyl)butan-2-one
InChI IdentifierInChI=1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3
InChI KeyInChIKey=NJGBTKGETPDVIK-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CCC1=CC=C(O)C=C1
Average Molecular Weight164
Monoisotopic Molecular Weight164
Classification
DescriptionThis compound belongs to the class of chemical entities known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassPhenols
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.15%; H 7.37%; O 19.49%DFC
Melting PointMp 82.5°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-5900000000-e86a807414e04733339dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-7900000000-f17914de6993b2049156View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-7920000000-cb2a2ee41573305c6a88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-74c218754158b5095cc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mk-1900000000-574dbe1fc7ce6561ea62View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi3-9700000000-7faac7cc428fe0e255a4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-2a84eaaa97fd7592296aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-2900000000-7a3bca10c8cf4304c6e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9500000000-e985da2b00cefdf6bc1cView in MoNA
ChemSpider ID20347
ChEMBL IDCHEMBL105912
KEGG Compound IDNot Available
Pubchem Compound ID21648
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33723
CRC / DFC (Dictionary of Food Compounds) IDGZX39-H:GZX39-H
EAFUS ID1777
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet ID5471-51-2
GoodScent IDrw1020771
SuperScent ID21648
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
raspberry
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  3. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
berry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ripe
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference